The Title of the Paper: Copper-Catalyzed Selective Defluorinative Sulfuration of Trifluoropropanamides Leading to α‑Fluorothioacrylamides 

Abstract: A practical and efficient method for the synthesis of α-fluorothioacrylamide was developed from selective defluorinative sulfu-ration of trifluoropropanamides with disulfides. The N-chelation-assisted copper-catalyzed defluorination and sulfurization reactions feature excellent function 

Research Background: Carbon-sulfur (C-S) bonds are ubiquitous in natural products, potential drugs, and materials science. There are many methods used to construct carbon-sulfur bonds, including transition metal-catalyzed cross-coupling reactions, thiocarbonylation reaction and insertion reaction. As a water-soluble vinyl monomer, acrylamide is widely used in cosmetics and dye manufacturing, permanent press fabrics, water treatment, synthesis of indole oxide blocks and other fields. In addition, the introduction of fluorine atoms can also enhance the biological activity of substances and drugs. active. 

Although α-thioacrylamide has anti-fungal and insect toxicity, there are few synthetic studies on the efficient preparation of α-thioacrylamide. Our research uses sulfide as a sulfur source to develop a synthetic method for the synthesis of α-fluorothioacrylamide derivatives with a wide substrate application range and high atom economy. 

Innovation: The researcher developed a method to efficiently synthesize α-fluorosulfur acrylamide by defluorinating and vulcanizing acrylamide using cheap and easily available sulfide as a sulfur source. 

Link to the Paper: https://dx.doi.org/10.1021/acs.joc.0c02436